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Trifluoroacetic acid → 4-(2-Nitrophenyl)-2-(5-phenylpyridine-3-carboxamido)benzoic acid

HRID 454750
ノート
印刷プレビュー

反応式

HRID 454750 の反応式
FC(F)(F)C(O)=O.[N+:8]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[C:17]1[CH:29]=[CH:28][C:20]([C:21]([O:23]C(C)(C)C)=[O:22])=[C:19]([NH:30][C:31]([C:33]2[CH:34]=[N:35][CH:36]=[C:37]([C:39]3[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=3)[CH:38]=2)=[O:32])[CH:18]=1)([O-:10])=[O:9]>>[N+:8]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[C:17]1[CH:29]=[CH:28][C:20]([C:21]([OH:23])=[O:22])=[C:19]([NH:30][C:31]([C:33]2[CH:34]=[N:35][CH:36]=[C:37]([C:39]3[CH:40]=[CH:41][CH:42]=[CH:43][CH:44]=3)[CH:38]=2)=[O:32])[CH:18]=1)([O-:10])=[O:9]
参加物実験手順後処理出典と根拠反応ノート

参加物

3

反応物 2

HCID 6422Trifluoroacetic acidHCID 58508723Tert-butyl 4-(2-nitrophenyl)-2-(5-phenylpyridine-3-carboxamido)benzoate

生成物 1

HCID 585087724-(2-Nitrophenyl)-2-(5-phenylpyridine-3-carboxamido)benzoic acid収率 77.9%

実験手順

Trifluoroacetic acid (3.0 mL) was added to tert-butyl 4-(2-nitrophenyl)-2-(5-phenylpyridine-3-carboxamido)benzoate (68 mg), followed by stirring at room temperature for 1 hour. The solvent was evaporated under reduced pressure, and diisopropyl ether was added to the obtained residue. The solid substance was collected by filtration, and dioxane (3.0 mL) and a 2 mol/L aqueous solution of sodium hydroxide (0.053 mL) were sequentially added to the obtained solid substance, followed by stirring at room temperature for 1 hour and 50 minutes. Water was added to the reaction mixture. After adjusting the pH to 6.3 with 1 mol/L hydrochloric acid, the solid substance was collected by filtration to obtain 47 mg of 4-(2-nitrophenyl)-2-(5-phenylpyridine-3-carboxamido)benzoic acid as a white solid.

後処理

  1. customThe solvent was evaporated under reduced pressure, and diisopropyl ether
  2. additionwas added to the obtained residue
  3. filtrationThe solid substance was collected by filtration, and dioxane (3.0 mL)
  4. additiona 2 mol/L aqueous solution of sodium hydroxide (0.053 mL) were sequentially added to the obtained solid substance
  5. stirringby stirring at room temperature for 1 hour and 50 minutes
  6. additionWater was added to the reaction mixture
  7. filtrationthe solid substance was collected by filtration

出典と根拠

ORDレコード
ord-f24aa22dd3404fc2a19ae402359ed5e5
出典データセット
uspto-grants-2013_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08492582B2

反応ノート

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